Acetic Acid → 2-Cyano-7-methoxybenzofuran-4-carboxylic acid

HRID 1057933Notes

Reaction equation

HRID 1057933 reaction equation
[C:1]([C:3]1[O:4][C:5]2[C:6](=[C:8]([CH:14]=[O:15])[CH:9]=[CH:10][C:11]=2[O:12][CH3:13])[CH:7]=1)#[N:2].C(O)(=[O:18])C.S(=O)(=O)(O)N.Cl([O-])=O.[Na+]>O>[C:1]([C:3]1[O:4][C:5]2[C:6](=[C:8]([C:14]([OH:18])=[O:15])[CH:9]=[CH:10][C:11]=2[O:12][CH3:13])[CH:7]=1)#[N:2]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 5987Sulfamic AcidHCID 227342992-Cyano-7-methoxybenzofuran-4-carbaldehydeHCID 23668197Sodium Chlorite

Product 1

HCID 227341122-Cyano-7-methoxybenzofuran-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of Compound IIi (0.2 g) obtained in Reference Example 9, a 80% aqueous solution (2 ml) of acetic acid, sulfamic acid (0.145 g), and a 80% aqueous solution (0.084 g) of sodium chlorite was stirred at room temperature one night. The mixture was diluted with water, and then the precipitated solid was collected by filtration and dried to give Compound IIab (0.259 g, 83%) as white crystals.

Workup

  1. customobtained in Reference Example 9
  2. filtrationthe precipitated solid was collected by filtration
  3. customdried
  4. customto give Compound IIab (0.259 g, 83%) as white crystals

Sources & evidence

ORD record
ord-0a6f5c275ee1488ca7fca7e3b8a0b6ae
Source dataset
uspto-grants-2003_02
Patent number
US06514996B2

Reaction notes

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